US7842648B2 - Aqueous suspended agricultural chemical composition - Google Patents
Aqueous suspended agricultural chemical composition Download PDFInfo
- Publication number
- US7842648B2 US7842648B2 US12/149,777 US14977708A US7842648B2 US 7842648 B2 US7842648 B2 US 7842648B2 US 14977708 A US14977708 A US 14977708A US 7842648 B2 US7842648 B2 US 7842648B2
- Authority
- US
- United States
- Prior art keywords
- general name
- ethyl
- yloxy
- phenoxy
- propionate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related, expires
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- 239000000203 mixture Substances 0.000 title claims abstract description 70
- 239000003905 agrochemical Substances 0.000 title claims abstract description 39
- 239000013078 crystal Substances 0.000 claims abstract description 55
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- 239000002245 particle Substances 0.000 claims abstract description 25
- 239000004094 surface-active agent Substances 0.000 claims abstract description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 19
- 238000004321 preservation Methods 0.000 claims abstract description 10
- 238000000034 method Methods 0.000 claims description 22
- 239000002612 dispersion medium Substances 0.000 claims description 11
- 239000002609 medium Substances 0.000 claims description 10
- 238000002156 mixing Methods 0.000 claims description 7
- 238000001238 wet grinding Methods 0.000 claims description 5
- 239000005614 Quizalofop-P-ethyl Substances 0.000 abstract description 30
- -1 polyoxyethylene Polymers 0.000 description 20
- 238000002360 preparation method Methods 0.000 description 14
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- 239000002002 slurry Substances 0.000 description 9
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- 230000000052 comparative effect Effects 0.000 description 8
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- 239000003795 chemical substances by application Substances 0.000 description 4
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- SXAMGRAIZSSWIH-UHFFFAOYSA-N 2-[3-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-1,2,4-oxadiazol-5-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1=NOC(=N1)CC(=O)N1CC2=C(CC1)NN=N2 SXAMGRAIZSSWIH-UHFFFAOYSA-N 0.000 description 1
- CABMTIJINOIHOD-UHFFFAOYSA-N 2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]quinoline-3-carboxylic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC2=CC=CC=C2C=C1C(O)=O CABMTIJINOIHOD-UHFFFAOYSA-N 0.000 description 1
- IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical compound CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 description 1
- YHKBGVDUSSWOAB-UHFFFAOYSA-N 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propanoic acid Chemical compound O=C1N(C(F)F)C(C)=NN1C1=CC(CC(Cl)C(O)=O)=C(Cl)C=C1F YHKBGVDUSSWOAB-UHFFFAOYSA-N 0.000 description 1
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- FOGYNLXERPKEGN-UHFFFAOYSA-N 3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid Chemical compound COC1=CC=CC(CC(CS(O)(=O)=O)OC=2C(=CC(CCCS(O)(=O)=O)=CC=2)OC)=C1O FOGYNLXERPKEGN-UHFFFAOYSA-N 0.000 description 1
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- BACHBFVBHLGWSL-UHFFFAOYSA-N methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate Chemical group C1=CC(OC(C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-UHFFFAOYSA-N 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- NDNKHWUXXOFHTD-UHFFFAOYSA-N metizoline Chemical compound CC=1SC2=CC=CC=C2C=1CC1=NCCN1 NDNKHWUXXOFHTD-UHFFFAOYSA-N 0.000 description 1
- 229960002939 metizoline Drugs 0.000 description 1
- FOXFZRUHNHCZPX-UHFFFAOYSA-N metribuzin Chemical compound CSC1=NN=C(C(C)(C)C)C(=O)N1N FOXFZRUHNHCZPX-UHFFFAOYSA-N 0.000 description 1
- RSMUVYRMZCOLBH-UHFFFAOYSA-N metsulfuron methyl Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=NC(OC)=N1 RSMUVYRMZCOLBH-UHFFFAOYSA-N 0.000 description 1
- DEDOPGXGGQYYMW-UHFFFAOYSA-N molinate Chemical compound CCSC(=O)N1CCCCCC1 DEDOPGXGGQYYMW-UHFFFAOYSA-N 0.000 description 1
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- RTCOGUMHFFWOJV-UHFFFAOYSA-N nicosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)C(=O)N(C)C)=N1 RTCOGUMHFFWOJV-UHFFFAOYSA-N 0.000 description 1
- NVGOPFQZYCNLDU-UHFFFAOYSA-N norflurazon Chemical compound O=C1C(Cl)=C(NC)C=NN1C1=CC=CC(C(F)(F)F)=C1 NVGOPFQZYCNLDU-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- UNAHYJYOSSSJHH-UHFFFAOYSA-N oryzalin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(S(N)(=O)=O)C=C1[N+]([O-])=O UNAHYJYOSSSJHH-UHFFFAOYSA-N 0.000 description 1
- IOXAXYHXMLCCJJ-UHFFFAOYSA-N oxetan-3-yl 2-[(4,6-dimethylpyrimidin-2-yl)carbamoylsulfamoyl]benzoate Chemical compound CC1=CC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(=O)OC2COC2)=N1 IOXAXYHXMLCCJJ-UHFFFAOYSA-N 0.000 description 1
- FIKAKWIAUPDISJ-UHFFFAOYSA-L paraquat dichloride Chemical compound [Cl-].[Cl-].C1=C[N+](C)=CC=C1C1=CC=[N+](C)C=C1 FIKAKWIAUPDISJ-UHFFFAOYSA-L 0.000 description 1
- CHIFOSRWCNZCFN-UHFFFAOYSA-N pendimethalin Chemical compound CCC(CC)NC1=C([N+]([O-])=O)C=C(C)C(C)=C1[N+]([O-])=O CHIFOSRWCNZCFN-UHFFFAOYSA-N 0.000 description 1
- IDOWTHOLJBTAFI-UHFFFAOYSA-N phenmedipham Chemical compound COC(=O)NC1=CC=CC(OC(=O)NC=2C=C(C)C=CC=2)=C1 IDOWTHOLJBTAFI-UHFFFAOYSA-N 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
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- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
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- 238000000634 powder X-ray diffraction Methods 0.000 description 1
- MFOUDYKPLGXPGO-UHFFFAOYSA-N propachlor Chemical compound ClCC(=O)N(C(C)C)C1=CC=CC=C1 MFOUDYKPLGXPGO-UHFFFAOYSA-N 0.000 description 1
- LFULEKSKNZEWOE-UHFFFAOYSA-N propanil Chemical compound CCC(=O)NC1=CC=C(Cl)C(Cl)=C1 LFULEKSKNZEWOE-UHFFFAOYSA-N 0.000 description 1
- FROBCXTULYFHEJ-OAHLLOKOSA-N propaquizafop Chemical compound C1=CC(O[C@H](C)C(=O)OCCON=C(C)C)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 FROBCXTULYFHEJ-OAHLLOKOSA-N 0.000 description 1
- VXPLXMJHHKHSOA-UHFFFAOYSA-N propham Chemical compound CC(C)OC(=O)NC1=CC=CC=C1 VXPLXMJHHKHSOA-UHFFFAOYSA-N 0.000 description 1
- NQLVQOSNDJXLKG-UHFFFAOYSA-N prosulfocarb Chemical compound CCCN(CCC)C(=O)SCC1=CC=CC=C1 NQLVQOSNDJXLKG-UHFFFAOYSA-N 0.000 description 1
- FFSSWMQPCJRCRV-UHFFFAOYSA-N quinclorac Chemical compound ClC1=CN=C2C(C(=O)O)=C(Cl)C=CC2=C1 FFSSWMQPCJRCRV-UHFFFAOYSA-N 0.000 description 1
- ALZOLUNSQWINIR-UHFFFAOYSA-N quinmerac Chemical compound OC(=O)C1=C(Cl)C=CC2=CC(C)=CN=C21 ALZOLUNSQWINIR-UHFFFAOYSA-N 0.000 description 1
- BBKDWPHJZANJGB-IKJXHCRLSA-N quizalofop-P-tefuryl Chemical group O=C([C@H](OC=1C=CC(OC=2N=C3C=CC(Cl)=CC3=NC=2)=CC=1)C)OCC1CCCO1 BBKDWPHJZANJGB-IKJXHCRLSA-N 0.000 description 1
- BACHBFVBHLGWSL-JTQLQIEISA-N rac-diclofop methyl Natural products C1=CC(O[C@@H](C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-JTQLQIEISA-N 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 229910000275 saponite Inorganic materials 0.000 description 1
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 1
- MGLWZSOBALDPEK-UHFFFAOYSA-N simetryn Chemical compound CCNC1=NC(NCC)=NC(SC)=N1 MGLWZSOBALDPEK-UHFFFAOYSA-N 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- OORLZFUTLGXMEF-UHFFFAOYSA-N sulfentrazone Chemical compound O=C1N(C(F)F)C(C)=NN1C1=CC(NS(C)(=O)=O)=C(Cl)C=C1Cl OORLZFUTLGXMEF-UHFFFAOYSA-N 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- IROINLKCQGIITA-UHFFFAOYSA-N terbutryn Chemical compound CCNC1=NC(NC(C)(C)C)=NC(SC)=N1 IROINLKCQGIITA-UHFFFAOYSA-N 0.000 description 1
- AHTPATJNIAFOLR-UHFFFAOYSA-N thifensulfuron-methyl Chemical group S1C=CC(S(=O)(=O)NC(=O)NC=2N=C(OC)N=C(C)N=2)=C1C(=O)OC AHTPATJNIAFOLR-UHFFFAOYSA-N 0.000 description 1
- XOPFESVZMSQIKC-UHFFFAOYSA-N triasulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)OCCCl)=N1 XOPFESVZMSQIKC-UHFFFAOYSA-N 0.000 description 1
- YMXOXAPKZDWXLY-QWRGUYRKSA-N tribenuron methyl Chemical group COC(=O)[C@H]1CCCC[C@@H]1S(=O)(=O)NC(=O)N(C)C1=NC(C)=NC(OC)=N1 YMXOXAPKZDWXLY-QWRGUYRKSA-N 0.000 description 1
- REEQLXCGVXDJSQ-UHFFFAOYSA-N trichlopyr Chemical compound OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl REEQLXCGVXDJSQ-UHFFFAOYSA-N 0.000 description 1
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines
Definitions
- the present invention relates to an aqueous suspended agricultural chemical composition having high preservation stability, which contains ethyl(R)-2-[4-(6-chloroquinoxalin-2-yloxy)phenoxy]propionate.
- Ethyl(R)-2-[4-(6-chloroquinoxalin-2-yloxy)phenoxy]propionate (hereinafter referred to as quizalofop-p-ethyl) is known to have two kinds of crystal forms.
- One is a low melting point type crystal (hereinafter referred to as ⁇ -type crystal) and the other is a high melting point type crystal (hereinafter referred to as ⁇ -type crystal) (see Japanese Patent Examined Publication No. Hei 4-76721).
- An aqueous suspended agricultural chemical composition containing the following components (a), (b), and (c).
- aqueous suspended agricultural chemical composition as described in the above item [1] to [3], wherein the component (a) is 1 to 60 parts by weight, the component (b) is 0.1 to 60 parts by weight, and the component (c) is 20 to 95 parts by weight, respectively, based on 100 parts by weight of the aqueous suspended composition.
- the ratio of ⁇ -type crystal is at least 80% by weight or more, preferably 85% by weight or more, and more preferably 90% by weight or more in terms of the preservation stability of the agricultural chemical composition. If the ratio of ⁇ -type crystal is less than 80 wt %, the particle size of quizalofop-p-ethyl particle in the aqueous suspended agricultural chemical composition may increase (hereinafter referred to as particle growth) or flowability of the composition may deteriorate by storing the composition under severe condition such as at 50° C. for 30 days. The particle growth is not preferred in terms of herbicide effect and deteriorated flowability is not preferred in terms of the convenience of handling.
- Quizalofop-p-ethyl is known to have two kinds of crystal forms.
- One is ⁇ -type crystal (low melting point type crystal), a plate crystal, of which endothermal peak is around 74° C. in differential scanning calorimetry, and the other is ⁇ -type crystal (high melting point type crystal), needle crystal, which endothermal peak is around 80° C.
- the weight ratio of ⁇ -type crystal to ⁇ -type crystal approximates to the area ratio of each endothermal peak in the differential scanning calorimetry, the weight ratio of ⁇ -type crystal to ⁇ -type crystal is obtained from the area ratio of the respective endothermal peaks.
- the method of obtaining quizalofop-p-ethyl, in which the ratio of ⁇ -crystal is 80% by weight or more, is not specifically limited.
- a method described in Japanese Patent Examined Publication No. Hei 4-76721 is suitably used in this invention. According to this method, quizalofop-p-ethyl containing ⁇ -type crystal at any ratio can be obtained.
- quizalofop-p-ethyl may be replaced with diphenyl ether herbicide such as propaquizafop (general name), quizalofop-p-tefuryl (general name), fenoxaprop-ethyl (general name) in the invention.
- diphenyl ether herbicide such as propaquizafop (general name), quizalofop-p-tefuryl (general name), fenoxaprop-ethyl (general name) in the invention.
- ⁇ -type crystal means high melting point type crystal
- ⁇ -type crystal means low melting point type crystal.
- Usable surfactant is not specifically limited and various anionic surfactants and nonionic surfactants heretofore used in agricultural chemical field are suitably used in the invention. Examples of surfactants are listed hereinafter. However surfactants suitably used in the invention are not limited to those listed therein.
- anionic surfactants which can be suitably used in the invention include sulfonic acid surfactants, sulfate surfactants, phosphate surfactants and their salts.
- suitable sulfonic acid surfactants are alkylsulfonic acid, alkylolefinsulfonic acid, lignosulfonic acid, alkylbenzenesulfonic acid, alkylnaphthalenesulfonic acid, naphthalenesulfonic acid formaldehyde condensate, and dialkylsulfosuccinate.
- Suitable sulfate surfactants are polyoxyethylene alkylether sulfate, polyoxyethylene alkylallylether sulfate, polyoxyethylene styrylphenylether sulfate, polyoxyethylene phenylalkylallylether sulfate, polyoxyalkylene glycol sulfate, higher alcohol sulfate, and fatty acid ester sulfate.
- suitable phosphate surfactants are polyoxyethylene alkylether phosphate, polyoxyethylene alkylallyl phosphate, polyoxyethylene phenylalkylallylether phosphate, higher alcohol phosphate, and polyoxyethylene tribenzylphenol phosphate.
- salts are sodium-, potassium-, magnesium-, calcium-, ammonium-, ethanolamine-, diethanolamine- and triethanol amine-salt.
- nonionic surfactants are polyoxyethylene alkylallyether, polyoxyethylene styrylphenylether, polyoxyethylene alkylether, polyoxyethylene phenylalkylallylether, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene glycol, polyoxyethylene polyoxypropylene block co-polymer, polyoxyalkylene glycol, alkyne diol (acetylene glycol), alkynylene polyoxyethylenediol, sorbitan fatty acid ester and alkylallylether formaldehyde condensate and so forth.
- surfactants can be used separately or two kinds or more surfactants are allowed to be mixed.
- the mixing ratio can be freely selected.
- content of quizalofop-p-ethyl in which the ratio of ⁇ -type crystal is 80% by weight or more is not specifically limited, however it is generally 1 to 60 parts by weight, preferably 3 to 50 parts by weight to 100 parts by weight of the composition.
- Content of the surfactant is generally 0.1 to 60 parts by weight, preferably 0.3 to 50 parts by weight.
- Content of water is generally 20 to 95 parts by weight.
- composition of the invention can further contain following active components of agricultural chemicals.
- Examples of the active components of agricultural chemicals suitably used in the invention include Diflufenican (general name), Propanil (general name), Dicamba (general name), Picloram (general name), 2,4-D (general name), 2,4-DB (general name), 2,4-DP (general name), Fluoroxypyr (general name), MCPA (general name), MCPP (general name), Triclopyr (general name), Diclofop-methyl (general name), Fenoxaprop-ethyl (general name), Fluazifop-butyl (general name), Haloxyfop-methyl (general name), Chloridazon (general name), Norflurazon (general name), Chlorpropham (general name), Desmedipham (general name), Phenmedipham (general name), Propham (general name), Alachlor (general name), Acetochlor (general name), Butachlor (general name), Metazachlor (general name), Metolachlor (general name), Pretilachlor (general name), Propachlor (general name), Ory
- active components of agricultural chemicals are used separately or two kinds or more of them are allowed to be mixed.
- the mixing rate can be freely selected.
- the amount of addition of the active components to the composition of the invention is properly selected. However, preferably, it is selected within 0.1 to 50 parts by weight.
- Adjuvants suitably contained in the composition of this invention include thickeners, antifreezing agents, antifoaming agents, antibacterial and antifungal agents, and colorants, and the examples are cited as follows.
- Thickeners suitably used in the composition of this invention are not specifically limited and include organic- and inorganic-natural materials and synthetic- and semisynthetic products.
- the thickeners suitably used in the invention include heteropolysaccharides, water soluble polymer compounds, cellulose derivatives, and smectite clay minerals.
- suitable heteropolysaccharides are xanthan gum, welan gum and rhamxan gum.
- suitable water soluble polymer compounds are polyvinylalcohol, polyvinylpyrrolidone, polyacrylic acid, sodium poly acrylate, and polyacrylamide.
- Suitable cellulose derivatives are methylcellulose, carboxymethylcellulose, carboxyethylcellulose, hydroxyethylcellulose, and hydroxypropylcellulose.
- suitable smectite clay minerals are montmorillonite, saponite, hectorite, bentonite, raponite and synthetic smectite. These thickeners can be used separately or two kinds or more of them can be mixed and the ratio of the mixing can be selected freely.
- Intact thickeners or those dispersed in water beforehand are allowed to be added. And the amount of the addition can be selected freely at its addition to the component of the invention.
- Antifreezing agents may be used in the composition of this invention if required.
- As usable antifreezing agents there may be added ethylene glycol, diethylene glycol, propylene glycol, or the like. The amount of the addition is freely selected at its addition to the composition of this invention.
- antifoaming agent such as silicon emulsion, antibacterial and antifungal agents, and colorants are allowed to be blended.
- Various antibacterial and antifungal agents may be used in the invention.
- suitable antibacterial and antifungal agents include benzoic acid and its salt, Proxel GXL (ICI Corp.) and Proxel XL-2 (ICI Corp.).
- suitable antibacterial and antifungal agents include benzoic acid and its salt, Proxel GXL (ICI Corp.) and Proxel XL-2 (ICI Corp.).
- proper selection is made from various antibacterial and antifungal agents.
- the amounts of addition can be freely selected at their addition to the composition of the invention.
- composition of the invention is, for example, prepared by a method in which the solid components contained in the composition of the invention is mixed into the water added and mixed with a surfactant, and then the mixture is subjected to atomization with a wet mill such as a sand grinder, and then, to the atomized mixture, other adjuvants such as a thickener is added and mixed.
- a surfactant such as a sand grinder
- Vangel smectite clay mineral/thickener/R.T. VANDERBILT Corp., Product name
- 0.14 parts of xanthan gum 0.14 parts of Proxycel GXL (ICI Corp., Product name) were dispersed in 67.48 parts of water in order of Vangel, xanthan gum and Proxycel GXL.
- 30 parts of propylene glycol is added therein to obtain a dispersion medium.
- the above-mentioned ground slurry was mixed in the dispersion medium in the ratio of two to one to obtain a homogeneous aqueous suspended agricultural chemical composition.
- aqueous suspended agricultural chemical composition From the obtained aqueous suspended agricultural chemical composition, about 3 g of the composition was separated, and then it was suspended in about 60 ml of water. Then the suspension was subjected to a centrifugal separator (Kokusan Enshinki Corp., H-300 type, at 3,000 rpm for 15 minutes) and the formed supernatant was removed. Then the obtained precipitation was suspended in about 60 ml of water and subjected to the centrifugal separator again. This washing operation with water was repeated six times. The obtained precipitation was spread on a filter paper and then dried in a desiccator for about 20 hours. Then 3 to 5 mg of the dried material was weighed accurately and subjected to differential scanning calorimetry (Mac Science Corp.
- Example 1 aqueous suspensions of agricultural chemical composition, in which the ratio of ⁇ -type crystal in quizalofop-p-ethyl is 80% by weight or more, were obtained (Example 2: 96 wt %, Example 3: 90 wt %, Example 4: 85 wt %, Example 5: 80 wt %).
- Example 1 was repeated using quizalofop-p-ethyl (ratio of ⁇ -type crystal:100% by weight) except that 4.5 parts of Soprophor FL (polyoxyethylene tristyrylphenylether phosphate/RHONE-POULENC Corp., Product name) was used in stead of 4.5 parts of Sorpol 3353 to prepare an aqueous suspended agricultural chemical composition.
- Soprophor FL polyoxyethylene tristyrylphenylether phosphate/RHONE-POULENC Corp., Product name
- Ratio of ⁇ -type crystal in quizalofop-p-ethyl was 100% by weight in the obtained aqueous suspended agricultural chemical composition.
- the above-mentioned ground slurry and dispersion medium were mixed in the ratio of 4 to 1 to obtain a homogeneous aqueous suspended agricultural chemical composition.
- the rate of ⁇ -type crystal in quizalofop-p-ethyl was 100% by weight in the obtained aqueous suspended agricultural chemical composition.
- Example 7 an aqueous suspended agricultural chemical composition was obtained, in which a ratio of ⁇ -type crystal of quizalofop-p-ethyl was 96% by weight.
- the above-mentioned ground slurry and dispersion medium was mixed in the ratio of 9 to 1 to obtain a homogeneous aqueous suspended agricultural chemical composition.
- Ratio of ⁇ -type crystal of quizalofop-p-ethyl is 100% by weight in the obtained aqueous suspended agricultural chemical composition.
- Example 1 an aqueous mixture of agricultural chemical composition was obtained, in which ratio of ⁇ -type crystal in quizalofop-p-ethyl was less than 80% by weight (Comparative Example 1: 78 wt %, Comparative Example 2: 38 wt %, Comparative Example 3: 10 wt %, Comparative Example 4: 0 wt %).
- Particle size and viscosity of the aqueous suspended agricultural chemical composition obtained in Example 1 to 9, and in Comparative Example 1 to 4 were measured. Further, after they had been put in vials (inside volume 50 ml) respectively and stored in thermostatic chamber at 50° C. for 30 days, the particle size were measured.
- volume medium diameter (d50) values ( ⁇ m) of the particles were measured with a Laser Diffraction Technique Particle Size Analyzer LS-130 (Coulter Corp.) using garnet. omd as an optical model.
- the viscosity was measured with a Viscometer DV-III (Brookfield Corp.) using No. 2 rotor at 30 rpm and 25° C.
- Table 1 shows the result.
- the symbols in the Table have the following meanings.
- B Volume medium diameter ( ⁇ -m) of quizalofop-p-ethyl particle in the aqueous suspended composition immediately after preparation.
- Example 1 100 1.3 180 1.9 248 Example 2 96 1.4 213 1.8 321 Example 3 90 1.2 167 2.0 252 Example 4 85 1.3 216 2.2 279 Example 5 80 1.3 193 2.4 332 Example 6 100 1.1 178 1.6 232 Example 7 100 1.0 202 1.7 185 Example 8 96 1.2 227 1.6 178 Example 9 100 1.3 451 2.1 337 Comparison 1 78 1.2 178 4.3 >1000 Comparison 2 38 1.4 201 5.8 >1000 Comparison 3 10 1.1 194 4.9 >1000 Comparison 4 0 1.2 225 5.2 >1000
- D and E show properties after 30 days storage at 50° C.
- An aqueous suspended agriculture chemical composition in the invention maintains good flowability and the growth of the quizalofop-p-ethyl particle is small, resulting in high preservation stability of the compositions under severe preservation condition.
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- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
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Priority Applications (1)
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US12/149,777 US7842648B2 (en) | 1997-07-11 | 2008-05-08 | Aqueous suspended agricultural chemical composition |
Applications Claiming Priority (7)
Application Number | Priority Date | Filing Date | Title |
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JP18655397 | 1997-07-11 | ||
JP9-186553 | 1997-07-11 | ||
JP11845798 | 1998-04-28 | ||
JP10-118457 | 1998-04-28 | ||
PCT/JP1998/002500 WO1999002036A1 (fr) | 1997-07-11 | 1998-06-05 | Composition pesticide de type suspension aqueuse |
US44673099A | 1999-12-27 | 1999-12-27 | |
US12/149,777 US7842648B2 (en) | 1997-07-11 | 2008-05-08 | Aqueous suspended agricultural chemical composition |
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US09446730 Continuation | 1998-06-05 | ||
PCT/JP1998/002500 Continuation WO1999002036A1 (fr) | 1997-07-11 | 1998-06-05 | Composition pesticide de type suspension aqueuse |
US44673099A Continuation | 1997-07-11 | 1999-12-27 |
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US7842648B2 true US7842648B2 (en) | 2010-11-30 |
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US (1) | US7842648B2 (fr) |
EP (1) | EP1000545B1 (fr) |
CN (1) | CN1219437C (fr) |
AR (1) | AR043068A1 (fr) |
AT (1) | ATE234009T1 (fr) |
AU (1) | AU742672B2 (fr) |
BR (1) | BR9810558B1 (fr) |
CA (1) | CA2295732C (fr) |
DE (1) | DE69812108T2 (fr) |
WO (1) | WO1999002036A1 (fr) |
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JP6867607B2 (ja) | 2016-07-13 | 2021-04-28 | 日産化学株式会社 | 水性懸濁状農薬組成物 |
CN113632796A (zh) * | 2021-07-29 | 2021-11-12 | 安徽黑包公有害生物防控有限公司 | 一种高效混合悬浮型除草剂 |
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JPH0476721A (ja) * | 1990-07-18 | 1992-03-11 | Canon Inc | 情報入出力装置 |
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1998
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- 1998-06-05 CA CA002295732A patent/CA2295732C/fr not_active Expired - Lifetime
- 1998-06-05 AT AT98923143T patent/ATE234009T1/de active
- 1998-06-05 EP EP98923143A patent/EP1000545B1/fr not_active Expired - Lifetime
- 1998-06-05 CN CN98807124.XA patent/CN1219437C/zh not_active Expired - Lifetime
- 1998-06-05 WO PCT/JP1998/002500 patent/WO1999002036A1/fr active IP Right Grant
- 1998-06-05 AU AU75509/98A patent/AU742672B2/en not_active Expired
- 1998-06-05 DE DE69812108T patent/DE69812108T2/de not_active Expired - Lifetime
- 1998-07-08 AR ARP980103313A patent/AR043068A1/es active IP Right Grant
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Also Published As
Publication number | Publication date |
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CA2295732C (fr) | 2007-05-29 |
AR043068A1 (es) | 2005-07-20 |
EP1000545A4 (fr) | 2000-08-30 |
DE69812108D1 (de) | 2003-04-17 |
EP1000545A1 (fr) | 2000-05-17 |
CA2295732A1 (fr) | 1999-01-21 |
BR9810558A (pt) | 2000-08-15 |
AU742672B2 (en) | 2002-01-10 |
CN1263437A (zh) | 2000-08-16 |
CN1219437C (zh) | 2005-09-21 |
US20080220975A1 (en) | 2008-09-11 |
BR9810558B1 (pt) | 2011-10-18 |
WO1999002036A1 (fr) | 1999-01-21 |
EP1000545B1 (fr) | 2003-03-12 |
DE69812108T2 (de) | 2003-10-09 |
ATE234009T1 (de) | 2003-03-15 |
AU7550998A (en) | 1999-02-08 |
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